Month: October 2022

Nie, Fang-Yuan; Cai, Yi-Ping; Song, Qin-Hua published the artcile< Visible Light-Driven Decarboxylative Alkylation of Aldehydes via Electron Donor-Acceptor Complexes of Active Esters>, Recommanded Product: 1,2-Di(pyridin-2-yl)disulfane, the main research area is quinoline pyridine ketone preparation green chem; pyridinaldehyde quinolinaldehyde decarboxylative alkylation photochem.

In this paper, authors have developed photocatalyst-free and visible light-driven decarboxylative alkylation of pyridinaldehydes. The photochem. reactions are initiated via photoinduced single electron transfer from triethylamine to N-hydroxyphthalimide esters in electron donor-acceptor complexes. This photochem. method can achieve to translate 15 pyridinaldehydes and 11 2-quinolinaldehydes to the corresponding ketones. Furthermore, this strategy can also achieve two other transformations, disulfanes to aryl sulfides and a styrene sulfone to the alkyl-substituted alkene.

Journal of Organic Chemistry published new progress about Aryl aldehydes, heteroaryl Role: RCT (Reactant), RACT (Reactant or Reagent). 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Recommanded Product: 1,2-Di(pyridin-2-yl)disulfane.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sheehy, Kevin J.; Bateman, Lorraine M.; Flosbach, Niko T.; Breugst, Martin; Byrne, Peter A. published the artcile< Identification of N- or O-Alkylation of Aromatic Nitrogen Heterocycles and N-Oxides Using 1H-15N HMBC NMR Spectroscopy>, Recommanded Product: 3-(Methoxycarbonyl)pyridine, the main research area is aromatic nitrogen heterocycle oxide alkylation HMBC NMR.

A series of representative diazines and pyridine N-oxides were subjected to alkylation using several different alkylating agents. The 15N NMR chem. shifts (δN values) of the diazines, pyridine N-oxides and derived alkylation products were determined using 1H-15N HMBC NMR spectroscopy at natural 15N abundance. The changes in the 15N NMR chem. shifts (Δ(δN) values) that occurred on going from starting materials to products in these reactions were analyzed. N-alkylation of diazines resulted in large upfield shifts of the δN values of the alkylated nitrogen (of the order of 100 ppm or greater). While O-alkylation of pyridine N-oxides resulted in upfield shifts of the δN values of the N-(alkoxy)pyridinium nitrogen, the Δ(δN) values were of a much smaller magnitude (ca. -42 ppm) than those observed for N-alkylations of diazines. Nitrogen NMR spectroscopic data from the literature of relevance to alkylation of azines, diazines, azine N-oxides and diazine N-oxides was gathered together, and using this in tandem with our 15N NMR spectroscopic data, we have been able to corroborate our observations on the trends observed in the Δ(δN) values associated with N- and O-alkylation reactions of aromatic N-heterocycles and N-oxides. An anal. protocol that relies on synergistic evaluation of 1H-15N HMBC and 1H-13C HMBC NMR spectra has been developed that enables unambiguous diagnosis of the occurrence of N-alkylation of aromatic N-heterocycles and O-alkylation of aromatic N-oxides.

European Journal of Organic Chemistry published new progress about Alkylation. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Recommanded Product: 3-(Methoxycarbonyl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nacsa, Eric D.; MacMillan, David W. C. published the artcile< Spin-Center Shift-Enabled Direct Enantioselective α-Benzylation of Aldehydes with Alcohols>, Formula: C7H6FNO2, the main research area is chiral aldehyde enantioselective preparation; aldehyde alc enantioselective benzylation photoredox organocatalyst photocatalyst.

Nature routinely engages alcs. as leaving groups, as DNA biosynthesis relies on the removal of water from ribonucleoside diphosphates by a radical-mediated “”spin-center shift”” (SCS) mechanism. Alcs., however, remain underused as alkylating agents in synthetic chem. due to their low reactivity in two-electron pathways. We report herein an enantioselective α-benzylation of aldehydes using alcs. as alkylating agents based on the mechanistic principle of spin-center shift. This strategy harnesses the dual activation modes of photoredox and organocatalysis, engaging the alc. by SCS and capturing the resulting benzylic radical with a catalytically generated enamine. Mechanistic studies provide evidence for SCS as a key elementary step, identify the origins of competing reactions, and enable improvements in chemoselectivity by rational photocatalyst design.

Journal of the American Chemical Society published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 876919-08-3 belongs to class pyridine-derivatives, and the molecular formula is C7H6FNO2, Formula: C7H6FNO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liu, Mao-Chin; Lin, Tai-Shun; Cory, Joseph G.; Cory, Ann H.; Sartorelli, Alan C. published the artcile< Synthesis and Biological Activity of 3- and 5-Amino Derivatives of 2-Pyridinecarboxaldehyde Thiosemicarbazone>, Computed Properties of 56622-54-9, the main research area is Hydrazinecarbothioamide pyridinylmethylene preparation ribonucleoside diphosphate reductase; pyridinecarboxaldehyde thiosemicarbazone preparation ribonucleoside diphosphate reductase; CDP reductase pyridinecarboxaldehyde thiosemicarbazone preparation.

A series of 3- and 5-alkylamino derivatives, as well as other structurally modified analogs of 2-pyridinecarboxaldehyde thiosemicarbazone, were synthesized and evaluated as inhibitors of CDP reductase activity and for their cytotoxicity in vitro and antineoplastic activity in vivo against the L1210 leukemia. Examples of the target compounds were the pyridinecarboxaldehyde thiosemicarbazones I (R = alkyl, allyl). The most biol. active compounds were I (R = Me, Et, allyl), which were potent inhibitors of ribonucleotide reductase with corresponding IC50 values of 1.3, 1.0, and 1.4 μM. The latter compounds produced a significant prolongation of the survival time of L1210 leukemia-bearing mice, with corresponding optimum % T/C values of 223, 204, and 215 when administered twice daily for six consecutive days at dosages of 60, 80, and 80 mg/kg, resp.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 56622-54-9 belongs to class pyridine-derivatives, and the molecular formula is C7H10N2, Computed Properties of 56622-54-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Xiao-Gen; Li, Fu; Xu, Yue; Xiao, Li-Jun; Xie, Jian-Hua; Zhou, Qi-Lin published the artcile< Hydrogenation of Esters by Manganese Catalysts>, COA of Formula: C7H7NO2, the main research area is primary alc preparation; ester hydrogenation manganese catalyst.

The hydrogenation of esters catalyzed by a manganese complex of phosphine-aminopyridine ligand was developed. Using this protocol, a variety of (hetero)aromatic and aliphatic carboxylates including biomass-derived esters and lactones were hydrogenated to primary alcs. R1CH2OH [R1 = Me, Ph, 2-furyl, etc.] with 63-98% yields. The manganese catalyst was found to be active for the hydrogenation of Me benzoate, providing benzyl alc. with turnover numbers (TON) as high as 45,000. Investigation of catalyst intermediates indicated that the amido manganese complex was the active catalyst species for the reaction.

Advanced Synthesis & Catalysis published new progress about Esters Role: RCT (Reactant), RACT (Reactant or Reagent). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, COA of Formula: C7H7NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ding, Weijie; Sheng, Jie; Li, Jin; Cheng, Xu published the artcile< Electroreductive 4-pyridylation of unsaturated compounds using gaseous ammonia as a hydrogen source>, Safety of 1-(Pyridin-3-yl)ethanone, the main research area is unsaturated compound cyanopyridine electrochem reductive pyridinylation; alkylpyridine preparation.

Electrochem. radical-cross-coupling with ammonia as a terminal reductant was reported in the reactions of α-Keto esters, β-keto esters, α,β-unsaturated esters, and α,β-unsaturated ketones with 4-CN pyridine. More than 50 corresponding pyridylation products were synthesized under constant current conditions using thiourea as an essential promoter to activate the intermediate derived from 4-CN pyridine.

Organic Chemistry Frontiers published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Safety of 1-(Pyridin-3-yl)ethanone.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Bin; Yan, Qing-Qing; Yong, Guo-Ping published the artcile< Crystal structures and properties of four coordination polymers based on a new asymmetric ligand: Tuning structure/dimensionality by various organic solvents>, COA of Formula: C7H7NO, the main research area is cobalt nickel zinc cadmium bipyridinediyldibenzoato complex preparation crystal structure; photoluminescence magnesium cobalt nickel zinc cadmium bipyridinediyldibenzoato complex.

An asym. ligand, 4,4′-([2,3′-bipyridine]-4,6-diyl)dibenzoic acid (H2L) was successfully used to construct four new coordination polymers, [M(HL)2]n (M = Cd (1), Co (2), Zn (3)) and [Ni(L)(H2O)2]n·H2O (4), which were solvothermally synthesized and structurally characterized. In coordination polymers 1-4, two ligands bridge two metal centers through carboxylate oxygen atoms and pyridyl nitrogen atoms to form a rhombic grid motif. Amongst, each rhombic grid connects to adjacent ones through the metal nodes to construct spirolike 1-dimensional chain of 1-3 with the partially deprotonated 2-connected HL- ligands, whereas, the completely deprotonated 3- connected L2- ligands make rhombic grids construct 2-dimensional network of 4. The various structure/dimensionality of 1-4 essentially originates from the types of organic solvents, because dipolar DMF solvent results in complete deprotonated L2- in 4, conversely, polar NMP and MeCN only cause partial deprotonation of ligand in 1-3. An enhanced luminescence appears in 1 and 3, compared to H2L ligand, while 2 and 4 reveal antiferromagnetic behaviors. Also, the sensing experiments indicate that 1 and 3 possess luminescent quenching effects on sensing nitrobenzene. This work provides a promising approach to design and construct new coordination polymers with tunable structure/dimensionality by using different organic solvents.

Inorganica Chimica Acta published new progress about Antiferromagnetic exchange. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, COA of Formula: C7H7NO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Kaixin; Bai, Linlu; Amaniampong, Prince Nana; Jia, Xinli; Lee, Jong-Min; Yang, Yanhui published the artcile< One-Pot Transformation of Cellobiose to Formic Acid and Levulinic Acid over Ionic-Liquid-based Polyoxometalate Hybrids>, Application of C9H13NO3S, the main research area is ionic liquid polyoxometalate catalyst cellobiose hydrolysis oxidation rehydration; formic levulinic acid synthesis catalyst; biomass; hydrolysis; polyoxometalates; reaction mechanism; rehydration.

Currently, levulinic acid (LA) and formic acid (FA) are considered as important carbohydrates for the production of value-added chems. Their direct production from biomass will open up a new opportunity for the transformation of biomass resource to valuable chems. In this study, one-pot transformation of cellobiose into LA and FA was demonstrated, using a series of multiple-functional ionic liquid-based polyoxometalate (IL-POM) hybrids as catalytic materials. These IL-POMs not only markedly promoted the production of valuable chems. including LA, FA and monosaccharides with high selectivities, but also provided great convenience of the recovery and the reuse of the catalytic materials in an environmentally friendly manner. Cellobiose conversion of 100 %, LA selectivity of 46.3 %, and FA selectivity of 26.1 % were obtained at 423 K and 3 MPa for 3 h in presence of oxygen. A detailed catalytic mechanism for the one-pot transformation of cellobiose was also presented.

ChemSusChem published new progress about Crystallinity. 21876-43-7 belongs to class pyridine-derivatives, and the molecular formula is C9H13NO3S, Application of C9H13NO3S.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nicholson, William I.; Barreteau, Fabien; Leitch, Jamie A.; Payne, Riley; Priestley, Ian; Godineau, Edouard; Battilocchio, Claudio; Browne, Duncan L. published the artcile< Direct Amidation of Esters by Ball Milling>, Quality Control of 93-60-7, the main research area is amide preparation ball milling; amine ester mechanochem amidation; ester amine hydrochloride mechanochem amidation; amidation; amides; ball milling; esters; sustainable chemistry.

The direct mechanochem. amidation of esters RC(O)OR1 (R = Cy, Ph, pyridin-2-yl, etc.; R1 = Me, Et) by ball milling is described. The operationally simple procedure requires an ester, amines R2NHR3 (R2 = H, Me, Et; R3 = i-Pr, Ph, 2,4,6-trimethylphenyl, etc.; R2R3 = -(CH2)2O(CH2)2-, -(CH2)5-, -(CH2)6-, etc.) and 1,2,3,4-tetrahydroquinoline, and substoichiometric KOtBu, and was used to prepare a large and diverse library of 78 amide structures RC(O)N(R2)R3 and (3,4-dihydroquinolin-1(2H)-yl)(phenyl)methanone with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochem. protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochems. as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.

Angewandte Chemie, International Edition published new progress about Amidation. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Quality Control of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Alvarez, Diana M.; Duarte, Luisa F.; Corrales, Nicolas; Smith, Patricio C.; Gonzalez, Pablo A. published the artcile< Cetylpyridinium chloride blocks herpes simplex virus replication in gingival fibroblasts>, Reference of 123-03-5, the main research area is cetylpyridinium chloride antiviral gingival fibroblast herpes simplex virus infection; Antiviral; Cetylpyridinium chloride, CPC; Fibroblasts; Herpes simplex viruses; NF-κB.

Infections with herpes simplex viruses are lifelong and highly prevalent worldwide. Individuals with clin. symptoms elicited by HSVs may suffer from occasional or recurrent herpetic lesions in the orofacial and genital areas. Despite the existence of nucleoside analogs that interfere with HSV replication, such as acyclovir, these drugs are somewhat ineffective in treating skin lesions as topical formulations only reduce in one or few days the duration of the herpetic ulcers. Cetylpyridinium chloride (CPC) is a quaternary ammonium compound present in numerous hygiene products, such as mouthwashes, deodorants, aphtae-treating formulations and oral tablets as an anti-septic to limit bacterial growth. Some reports indicate that CPC can also modulate host signaling pathways, namely NF-κB signaling. Because HSV infection is modulated by NF-κB, we sought to assess whether CPC has antiviral effects against HSVs. Using wild-type HSV-1 and HSV-2, as well as viruses that are acyclovir-resistant or encode GFP reporter genes, we assessed the antiviral capacity of CPC in epithelial cells and human gingival fibroblasts expanded from the oral cavity and its mechanism of action. We found that a short, 10-min exposure to CPC added after HSV entry into the cells, significantly limited viral replication in both cell types by impairing viral gene expression. Interestingly, our results suggest that CPC blocks HSV replication by interfering with the translocation of NF-κB into the nucleus of HSV-infected cells. Taken together, these findings suggest that formulations containing CPC may help limit HSV replication in infected tissues and consequently reduce viral shedding.

Antiviral Research published new progress about Antiviral agents. 123-03-5 belongs to class pyridine-derivatives, and the molecular formula is C21H38ClN, Reference of 123-03-5.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem